Cesium carbonate → HCID 67775938, compound

Participants

Reaction Conditions

Reaction Steps

To an argon purged solution of 7-bromo-N,N-dimethyl-[1,2,4]triazolo[1,5-a]pyridine-2-amine (300 mg, 1.24 mmol) in dioxane (11 ml) are added tert-butyl carbamate (175 mg, 1.49 mmol), cesium carbonate (568 mg, 1.74 mmol), tris(dibenzylideneacetone)dipalladium(0) (22.8 mg, 24.9 μmol) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (28.8 mg, 49.8 μmol). The resulting mixture is stirred for 18 hours at 100° C. under argon atmosphere. The crude material is loaded on silicagel and purified by chromatography on a 20 g silica column using heptane/ethyl acetate 10-70% as eluent affording tert-butyl 2-(dimethylamino)-[1,2,4]triazolo[1,5-a]pyridine-7-ylcarbamate (310 mg, 89.8%) as a yellow foam. MS: m/z=278.3 (M+H+).

Provenance & Evidence